Enterprise Account Executive, US - Remote Eligible

Enterprise Sales Representative

We're looking for a driven, enterprise-focused sales professional who thrives on building new relationships and closing consultative deals. This role is ideal for a hunter personality who understands the contingent workforce ecosystem and enjoys engaging directly with senior procurement, HR, contingent workforce, and talent acquisition leaders at top organizations and Fortune 500. Location: Remote - U.S. based. We are hiring two U.S.-based Enterprise Sales Representatives - one covering the East Coast and one covering the West Coast. Candidates may be located anywhere in the United States where Crain Communications is able to employ, with preference for those residing in their assigned territory. Occasional travel (up to 30%) for events, client meetings, and team collaboration is expected.

What You'll Do:

• Drive new member growth for the CWS Council by selling the value of SIA's research, insights, and network within your assigned territory.
• Research and target enterprise organizations that leverage contingent workforce programs, identifying key decision-makers and engaging them through education and consultative outreach.
• Manage the full sales cycle from lead generation and discovery through to close while maintaining accurate forecasting and CRM documentation.
• Leverage multiple prospecting channels including calls, LinkedIn, email, and SIA CWS leading industry events to build a strong and consistent pipeline.
• Schedule and lead sales presentations that clearly articulate the benefits of CWS Council membership and SIA's broader portfolio.
• Partner closely with internal experts and leadership to support sales conversations and maximize close rates.
• Represent SIA at leading industry conferences, scheduling meetings in advance and actively networking on-site to generate new opportunities.
• Stay informed on key industry movements, including enterprise buyer role changes, and update SIA's CRM to maintain current intelligence.
• Participate in regular team meetings, insight calls, and member events.

What You'll Bring:

• 8+ years of relevant enterprise sales experience.
• Proven success selling directly to Contingent Workforce Enterprise Buyers.
• Deep understanding of the contingent workforce solutions ecosystem (MSP, VMS, staffing, technology providers, and program management).
• Demonstrated record of quota achievement or President's Club-level performance.
• A true hunter mentality - motivated by building new business, not managing existing accounts.
• Experience with subscription-based sales models and structured quota management.
• Background in leveraging conferences and events for sales opportunities.
• Strong communication skills with the ability to develop compelling value propositions, proposals, and presentations.
• Proficiency in Microsoft Office, particularly Excel and PowerPoint.
• Willingness to travel domestically and internationally (up to 30%).
• Ability to perform under pressure while maintaining professionalism and follow-through.

Preferred Qualifications:

• Sales experience in the contingent workforce ecosystem in either technology, MSP, professional services, or workforce solutions.
• Global or international experience within the contingent workforce industry.
• Public speaking and presentation skills; experience moderating panels or delivering client-facing sessions.

This position is exempt under the Fair Labor Standards Act and is not eligible for overtime pay. Pay Transparency Disclosure: The estimated base salary range for this position is $115,000 to $135,000 in addition to being eligible for a sales commission plan. The final salary offering will take into account a wide range of factors, including experience, accomplishments and location. The salary range provided should not be considered as a salary limit or cap. In addition to base salary